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$54+ Cheap flights from Midway (MDW) to Oklahoma

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Nov 14 — Nov 211
Fri 11/14
Fri 11/21
1 adult, Economy
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Find flight deals from Midway to Oklahoma

Cheapest flights from Midway to Oklahoma
Explore the most affordable flight options available from Midway to Oklahoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 15, 2025.

This Frontier deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:10 amMDW - DFW
Nonstop2h 35mFrontier
Mon 11/33:29 pmDFW - MDW
Nonstop2h 20mFrontier
Deal found 10/14$93
This Trip.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:20 pmMDW - DFW
Nonstop2h 41mFrontier
Mon 10/275:10 amDFW - MDW
1 stop6h 06mFrontier
Deal found 10/13$95
This Trip.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:55 amMDW - DFW
Nonstop2h 33mFrontier
Mon 11/102:57 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 10/14$96
This Kiwi.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:20 pmMDW - DFW
Nonstop2h 41mFrontier
Thu 10/306:15 pmDFW - MDW
Nonstop2h 28mFrontier
Deal found 10/13$97
This Frontier deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:27 pmMDW - DFW
Nonstop2h 35mFrontier
Sat 11/152:54 pmDFW - MDW
1 stop6h 41mFrontier
Deal found 10/13$98
This CheapOair deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:27 pmMDW - DFW
Nonstop2h 42mFrontier
Sun 12/77:05 pmDFW - MDW
Nonstop2h 23mFrontier
Deal found 10/14$99
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/139:39 pmMDW - DFW
Nonstop2h 38mFrontier
Sun 11/169:09 pmDFW - MDW
1 stop11h 23mFrontier
Deal found 10/14$100
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:15 pmMDW - DFW
Nonstop2h 44mFrontier
Thu 11/279:54 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 10/15$101
This CheapOair deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/37:04 pmMDW - DFW
Nonstop2h 42mFrontier
Mon 11/102:57 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 10/13$102
This CheapOair deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:34 pmMDW - DFW
Nonstop2h 38mFrontier
Sat 11/82:54 pmDFW - MDW
1 stop6h 41mFrontier
Deal found 10/15$107
This Frontier deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:56 pmMDW - DFW
1 stop6h 55mFrontier
Thu 11/135:30 amDFW - MDW
1 stop6h 00mFrontier
Deal found 10/13$108
This Priceline deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:15 amMDW - OKC
1 stop9h 57mFrontier
Mon 11/174:44 pmOKC - MDW
1 stop5h 27mFrontier
Deal found 10/13$160

Cheap flight deals from Midway to Oklahoma

Keep the following information in mind while searching for Midway to Oklahoma flight deals. Data was last updated October 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$93
(Frontier)

One-way from

$54
(Frontier)

Popular in

January

Cheapest in

July

Average price

$347
Provider with most accurate pricing for Chicago (CHI)-Oklahoma City Will Rogers World flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Oklahoma City Will Rogers World flights.
Search Deals
From Chicago Midway to Oklahoma
Search Deals
One-way flight from Chicago Midway to Oklahoma
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Oklahoma that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 15, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma that are best for you.

Fly from

Midway

Fly to

Oklahoma

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 11/22

6:15 pm-8:59 pm

Nonstop2h 44m

Dallas/Fort Worth

Fri 11/28

8:45 am-11:17 am

Nonstop2h 32m

$165

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 10/24

5:10 am-7:45 am

Nonstop2h 35m

Dallas/Fort Worth

Sun 10/26

9:01 pm-11:20 pm

Nonstop2h 19m

$178

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 11/20

5:30 am-8:15 am

Nonstop2h 45m

Dallas/Fort Worth

Sun 11/30

9:54 pm-12:13 am

Nonstop2h 19m

$192

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 11/12

5:34 pm-12:16 am

1 stop6h 42m

Dallas/Fort Worth

Thu 11/20

11:47 am-6:08 pm

1 stop6h 21m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Tue 11/11

5:34 pm-12:16 am

1 stop6h 42m

Dallas/Fort Worth

Wed 11/19

11:47 am-6:08 pm

1 stop6h 21m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 12/5

5:13 pm-12:22 am

1 stop7h 09m

Dallas/Fort Worth

Mon 12/8

1:37 pm-6:00 pm

1 stop4h 23m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 11/12

12:47 pm-6:42 pm

1 stop5h 55m

Dallas/Fort Worth

Tue 11/18

7:01 am-11:52 am

1 stop4h 51m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 11/15

4:28 pm-11:58 pm

1 stop7h 30m

Dallas/Fort Worth

Tue 11/18

11:31 am-4:38 pm

1 stop5h 07m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 11/10

5:34 pm-12:16 am

1 stop6h 42m

Dallas/Fort Worth

Wed 11/19

5:25 am-11:52 am

1 stop6h 27m

$197

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 11/15

4:28 pm-10:04 pm

1 stop5h 36m

Dallas/Fort Worth

Wed 11/19

5:35 am-12:34 pm

1 stop6h 59m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 60 results
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Best time to book a flight from Midway to Oklahoma

Have a flexible travel schedule? Discover the best time to fly to Oklahoma from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Oklahoma

What is the cheapest time of day to fly from MDW to OK?

Find hourly flight availability from Midway to Oklahoma. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 15, 2025.

It’s optimal to fly from Chicago Midway Airport to Oklahoma in the afternoon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Oklahoma

Get insights into the airlines that provide service to Oklahoma. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oklahoma. Reviews last updated October 15, 2025.
Peruse reviews from past customers who have flown with Southwest from Chicago Midway Airport to Oklahoma to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Oklahoma. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Oklahoma?

    Departing from Chicago Midway Airport to Oklahoma will take you 1h 55m. The distance between Chicago Midway Airport and Oklahoma is about 582 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Oklahoma one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $55. Southwest flights start at $115 while deals on Delta start at $125 one-way.

  • What are the most popular routes from Chicago Midway Airport to Oklahoma?

    While some choose either Chicago Midway - Oklahoma City Will Rogers World or Chicago Midway - Tulsa, Chicago Midway - Dallas/Fort Worth is the most popular route from Chicago Midway Airport to Oklahoma.

  • Can I find deals for flights from Midway to Oklahoma that include hotel bookings?

    Yes. In addition to deals on Midway to Oklahoma flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oklahoma?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oklahoma.

  • Can I find deals for business class flights from Midway to Oklahoma?

    Yes. Cheapflights offers flight deals from Midway to Oklahoma by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Oklahoma

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Dulles Intl flights

Top airline flying from Midway to Oklahoma

Discover the top airline that operate flights from Midway to Oklahoma. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$131Average$352FlexibilityNo cancel feeOn-time63%

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